Hydrochloric Acid → HCID 70098074, compound

HRID 2368290Notes

Reaction equation

HRID 2368290 reaction equation
[CH3:1][NH:2][C:3]([C:5]1[N:6]=[C:7]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[S:8][C:9]=1[NH:10]C(OC(C)(C)C)=O)=[O:4].Cl>O1CCOCC1>[CH3:1][NH:2][C:3]([C:5]1[N:6]=[C:7]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[S:8][C:9]=1[NH2:10])=[O:4]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 70098016HCID 70098016, compound

Product 1

HCID 70098074HCID 70098074, compoundYield 88,588.102%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of 5-tert-butoxycarbonylamino-2-phenyl-thiazole-4-carboxylic acid methylamide (98 mg, 0.3 mmol) in dioxane (1.7 ml) was treated with HCl (1.7 ml, 4M dioxane solution) at ambient temperature and stirred for 3 days. The solvent was evaporated, and the residue was dissolved in ethyl acetate and extracted with sodium bicarbonate and brine. The organic layer was dried and the solvent was evaporated to yield the product as yellow solid (62 g, 90%) which was used without any further purification.

Workup

  1. customThe solvent was evaporated
  2. dissolutionthe residue was dissolved in ethyl acetate
  3. extractionextracted with sodium bicarbonate and brine
  4. customThe organic layer was dried
  5. customthe solvent was evaporated

Sources & evidence

ORD record
ord-3c35974dd2ab4b689c7432d504df19c8
Source dataset
uspto-grants-2014_04
Patent number
US08703768B2

Reaction notes

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